A Valuable Synthesis of Pyrrolo[1,2-a]quinoxalines, Indolo[1,2-a]quinoxalines and their Aza-Analogues by Palladium-Catalyzed Intramolecular Carbon-Nitrogen Bond Formation

Giorgio Abbiati; Egle M. Beccalli; Gianluigi Broggini; Giuseppe Paladino; Elisabetta Rossi

doi:10.1055/s-2005-916033

PAPER

A Valuable Synthesis of Pyrrolo[1,2-a]quinoxalines, Indolo[1,2-a]quinoxalines and their Aza-Analogues by Palladium-Catalyzed Intramolecular Carbon-Nitrogen Bond Formation

Giorgio Abbiati^a, Egle M. Beccalli*^a, Gianluigi Broggini^b, Giuseppe Paladino^a, Elisabetta Rossi^a
^a Istituto di Chimica Organica ‘A. Marchesini’, Facoltà di Farmacia, Università di Milano, via Venezian 21, 20133 Milano, Italy
^b Dipartimento di Scienze Chimiche e Ambientali, Università dell’Insubria, via Valleggio 11, 22100 Como, Italy
Fax: +39(02)50314476; e-Mail: egle.beccalli@unimi.it;

Abstract

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Abstract

A novel and efficient method for the construction of pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines and their aza-analogues is described. The reaction involves a Pd-catalyzed intramolecular cyclization as the key step and provides the desired products in only two steps and good overall yields.

Key words

palladium catalyst - aminations - cyclizations - fused-ring systems - indoles - lactams

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References

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